Diners' Choice: Romantic restaurants in Eastern Shore

OpenTable

Updated 05 December 2024

Looking for restaurants that are the most romantic in Eastern Shore? You’re in the right place. Each month, OpenTable analyses nearly 2 million global diner reviews from the past four months. We sort the results by location and category to help you discover new favourite restaurants. It's a great partnership: you book, eat, and review. We listen...and deliver the results for all to benefit. Enjoy!

Osprey Point Restaurant

4.9

4.9 (543)

$31 to $50

Contemporary American

Rock Hall

About the restaurant

Our fine dining restaurant has a reputation for being one of the best in Kent County. We pride ourselves on having a fresh seasonal menu, high quality ingredients and a chef that puts care into preparing every meal. The dining room's casual elegance will make you feel at home whether you are stepping off the dock or celebrating that special occasion. Please stop in for a drink and hors d'oeuvres at the bar or make a reservation for dinner. We welcome transient boaters throughout the season and offer free dockage while dining in our restaurant.

Top review

EileenVIP

Dined on 7 Dec 2024

This is a charming restaurant aimed at a mature guest. The menu is somewhat limited but we were able to make a nice selection. The main portions are on the small side and not quite as tasty as we had hoped. We were left wanting more for the price and build up of this establishment.

Bas Rouge

4.9

4.9 (959)

$50 and over

Contemporary European

Easton

About the restaurant

For party sizes of 6 guests or more, please call the restaurant at (410) 822-1637.
Bas Rouge is a modern European restaurant offering an impeccable integration of fine dining, a world class wine list, and elegant service. The high style and gorgeous interior offer inspiration in one of the Eastern Seaboard's cultural and historic gems, Easton, Talbot County, Maryland. The dining experience is refined, and the dishes are characterized by their polished adaptation of traditional Viennese and European classics, with ingredients from the finest local purveyors and farms.

Top review

PaulVIP

Dined 2 days ago

Perfection executed consistently … been coming for years….. menu changes regularly but service/ambiance/quality remain incredibly high. Portion sizes are perfect as well. Always an exquisite evening

The Stewart

4.9

4.9 (159)

$31 to $50

Dining Bar

Easton

About the restaurant

The Stewart is an intimate bar-and-lounge in the heart of Easton, MD, with an unparalleled focus on the very finest of single malt Scotch whiskeys and vintage Champagnes. Upon entrance, guests are transported to a sphere of sheer refinement and spirit sophistication where one of the most impressive assemblages of Scotch in America is gloriously ensconced in the eloquent Federal Street enclave. An elegant evening progresses in an atmosphere of updated and distinguished Highland splendor: gleaming dark woods, handsomely refurbished period seating, gilt-framed oil paintings of Highland scenes, an intricately pargeted plaster ceiling, and, naturally, tartans galore. A crackling fire in the cooler months provides cozy ambient undertones within an 18th century walnut and brass trumeau chimney.

Top review

Macey

Dined 6 days ago

The Stewart was a little piece of heaven on our getaway to the Eastern Shore! Def recommend for a fabulous date night.

Theo's Steak, Sides & Spirits - St. Michael's

4.8

4.8 (1617)

$31 to $50

Steakhouse

St Michaels / Tilghman Island

About the restaurant

Welcome to the original Theo's Steakhouse, located on Talbot Street in charming St. Michaels, Maryland. We serve hand-carved steaks, craft cocktails, local seafood, upscale appetizers and all-American classics. Add flair to your meal and book a champagne sabering; extend your dinner party and finish with dessert and a port tonging. Happy hour is 4-6 pm Tuesday through Sunday. Shorts & boat shoes welcome!

Top review

WilliamVIP

Dined 3 days ago

Always wonderful! Chance is the best! Husband loved the Steak Diane & I always order the Thanksgiving dinner

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t at The General Store

4.8

4.8 (743)

$30 and under

Contemporary American

St Michaels / Tilghman Island

About the restaurant

We offer a local farm-to-table menu. Best described as American cuisine with a healthy twist, we prepare our dishes fresh daily. We use no added salt, bringing tea infusion as a flavor and spice. We have a full bar with hand-crafted cocktail specials. Located inside the historic Royal Oak General Store, you will find a fun, modern decor.

Top review

rebecca

Dined on 6 Dec 2024

Everyone always told us how that it was and it lived up to all of that. The lamb was particularly terrific.

Amalfi Coast Italian + Wine Bar

4.8

4.8 (937)

$30 and under

Italian

Stevensville

About the restaurant

Benvenuti! Join us for traditional southern Italian food with a focus on dishes from the sun-splashed Amalfi Coast. Featuring an array of mouth-watering pasta, fresh seafood, char-grilled flatbread and more.

Top review

kellyVIP

Dined on 25 Nov 2024

We had a nice evening celebrating a birthday with half priced wine and terrific friends! Excellent service and delicious food!

Momma Maria's

4.8

4.8 (84)

$31 to $50

Mediterranean

Trappe

About the restaurant

Welcome to Momma Maria’s Mediterranean Bistro & Bar. Our menu offers mouth-watering, stone-hearth artisan pizzas created right in front of you, or a variety of dishes that embody the bold tastes of Italy and Greece. Chef Christopher Clark combines classic Mediterranean flavors with local seasonal ingredients and has created a menu that tastes as exquisite as it looks. Whether you’re in the mood for a beer & wings or a glass of Cabernet & a filet mignon— at Momma Maria’s we offer something for everyone.

Top review

Sue

Dined on 12 Dec 2024

Lovely interior. Food very good… and half price bottle of wine! Highly recommend

Limoncello

4.6

4.6 (1244)

$30 and under

Italian

St Michaels / Tilghman Island

About the restaurant

Benvenuti! Join us for traditional Italian food reflecting the flavors of Southern Italy in a casual trattoria setting. We offer you and your guests a lovely Italian atmosphere with a friendly, courteous, attentive staff.

Located in the heart of St. Michaels, one of the nation’s best small coastal towns, Limoncello Italian Restaurant and Wine Bar serves up authentic and approachable favorites for lunch and dinner daily.

Whether you are just docking from a morning boat adventure, strolling the irresistible boutiques on Talbot St. or crossed the Bay Bridge for some Eastern Shore fun, be sure to fuel up at St. Michaels’ favorite spot in town for Italian fare.

Top review

BrianVIP

Dined 7 days ago

We had a great experience this weekend at Limoncello in St. Michaels. We had the seafood pasta and orecchiette with sausage. The restaurant is in a great location, the staff is very friendly, and the food quality is superb. It's definitely a mainstay.

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4.5

4.5 (173)

$31 to $50

Contemporary American

Stevensville

About the restaurant

Farm to table dishes, craft cocktails, and a cozy, upscale casual atmosphere.

Top review

Rebecca

Dined on 29 Nov 2024

My adult family of 6 went to 18Twenty the evening after Thanksgiving since my kids were in town. We wound up in a gorgeous private room since it wasn't crowded that evening. The entire Manor was lit up and decorated for Christmas and it was really beautiful and festive. Food was wonderful--from the fresh oysters to the rockfish to the steak tips special of the evening. Service was attentive and lovely. It really was a perfect night.

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Popular dish

Sauteed Mussels

Hunters' Tavern at the Tidewater Inn

4.3

4.3 (646)

$31 to $50

American

Easton

About the restaurant

Situated in the historic Tidewater Inn, Hunters’ Tavern brings relaxed fine dining and impeccable service to Easton, Maryland. Offering award-winning happy hour specials, breakfast, lunch, dinner, and Sunday Brunch, Hunters’ Tavern is one of the finest Easton restaurants for any occasion. If you’re searching for restaurants in Easton with a true Maryland dining experience, try our fresh crab cakes or cream of crab soup. Looking for something new? Order one of our inspired appetizers ½ off during our signature happy hour. Hunters’ Tavern is proud to offer fresh and delicious American cuisine in Easton, MD. Make a reservation today and inquire about our private dining room for intimate gatherings.

Top review

JeffreyVIP

Dined on 11 Dec 2024

I live on the west coast and travel to Easton a couple times a year. Always a stop for me. Great food and people

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Popular dish

6 oz Filet Mignon

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